Best Insurance Carriers Companies in Ontario, Canada
The 62 best Insurance Carriers companies in Ontario, Canada in 2026, ranked by funding and momentum. Funding, investors, founders, valuation, tech stack and live signals. Top: Insurance Supermarket.
Ranked: Best Insurance Carriers companies in Ontario
| # | Company | Disclosed funding | Last round | Stage | Founder | Founded | Tech stack | Patents & IP focus | Recent signals |
|---|---|---|---|---|---|---|---|---|---|
| 1 | Intact Ventures Provider of insurance services and solutions for various industry sectors | $100M | 33 mo ago | Public | Charles Brindamour Co-Founder & CEO | 1809 | Tailwind CSSGSAPVue.js+14 | — | — |
| 2 | Insurance Supermarket Internet first provider of life insurance services | $100M | 47 mo ago | Late Stage | — | 2009 | WordPressMySQLPHP+20 | 13 patents Real-time synchronous messaging infrastructure for insurance platform communications | 1 job opening |
| 3 | Trisura P&C insurance carrier | $43M | 34 mo ago | Public | Chris Sekine CEO | 2005 | WordPressMySQLPHP+25 | — | — |
| 4 | SEB Group benefit solutions and healthcare claims processing | $30M | 51 mo ago | Acquired | — | 2011 | — | — | — |
| 5 | Flora Fertility insurance provider for women | $1M | 2 mo ago | Seed | Christy Lane Co-Founder & Co-CEO | 2023 | — | — | 1 partnership |
| 6 | Kingsway Financial Services Holding company focused on extended warranty, asset management and real estate industries | — | 12 mo ago | Public | — | 1986 | — | — | — |
| 7 | ICPEI Holdings Provider of commercial and personal lines insurance products | — | 55 mo ago | Late Stage | — | 1998 | — | — | — |
| 8 | The Co-operators Provider of diversified insurance services | — | 73 mo ago | Funding Raised | Rob Wesseling CEO & President | 1945 | SitecoreHighchartsMicrosoft ASP.NET+26 | — | — |
Top 10 Insurance Carriers companies in Ontario
#1
Seed · Toronto, Ontario · founded 2023$1.1Mraised▾
Fertility insurance provider for women. It aim to provide support to women looking to augment their offerings in the fertility space. It offers fertility planning tools to help maximize chances of conception.
- Apr 2026Seed$5M
- Oct 2024Seed$1.1M
#2
Public · Toronto, Ontario · founded 1809 · 13000 employees$100Mraised▾
Provider of insurance services and solutions for various industry sectors. It is a property and casualty insurance provider. Offers homes, cars, and business in Canada, The products are available through various brands. Their clientele includes individuals and business.
#3
Public · Toronto, Ontario · founded 2005 · 311 employees$42.5Mraised▾
P&C insurance carrier
- Aug 2023Post IPO$37.2M
- May 2020Post IPO$5.4M
#4
Late Stage · Concord, Ontario · founded 2009 · 700 employees$100Mraised▾
Internet first provider of life insurance services
- Jul 2022PE$100M
#5
Acquired · Toronto, Ontario · founded 2011 · 900 employees$29.7Mraised▾
Smart Employee Benefits (SEB) provides group benefit solutions and healthcare claims processing. SEB operates as a licensed Third Party Administrator (TPA), insurance broker, and technology provider utilizing its fully integrated administration.
- Mar 2022Post IPO$5M
- Nov 2019Post IPO$20M
- Jan 2019Post IPO$674.3K
- Mar 2018Post IPO$3M
#6
Public · Toronto, Ontario · founded 1986 · 77 employees—raised▾
Holding company focused on extended warranty, asset management and real estate industries
#7
Late Stage · Mississauga, Ontario · founded 1998 · 25 employees—raised▾
Provider of commercial and personal lines insurance products
#8
Funding Raised · Guelph, Ontario · founded 1945 · 4383 employees—raised▾
Provider of diversified insurance services
#9
Public · Toronto, Ontario · founded 1887 · 34000 employees—raised▾
Provider of life insurance and diversified asset management services. It offers various products and financial advice & wealth management services. In 2022, the company recorded annual revenues of $12.23B and a net profit of $5.6B.
#10
Funding Raised · Ottawa, Ontario · founded 1967 · 258 employees—raised▾
Deposit insurance carrier
Funding & investor landscape
Notable founders
Market landscape — 10 sub-themes by coverage
Share of Insurance Carriers coverage by sub-theme.
Regulatory-risk over time rising
Funding & growth over time
funding rising · growth rising
Common questions
Rohit lives in the feed. He covers what's moving right now — the funding rounds, launches and shifts breaking across the trade press — and ties them back to where the sector is heading.